HCID 22627618, compound → HCID 22627642, compound

HRID 278043Notes

Reaction equation

HRID 278043 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([C:13]([CH3:15])=[CH2:14])[CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:2]>C(O)C.[Pd]>[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([CH:13]([CH3:15])[CH3:14])[CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[N:2]

Participants

4

Reactant 1

HCID 22627618HCID 22627618, compound

Product 1

HCID 22627642HCID 22627642, compoundYield 86.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-Cyano-8-isopropenylnaphthalene (0.23 g) and 10% palladium/carbon (containing 50% of water) (50 mg) were suspended in 20 ml of ethanol and the resulting suspension was subjected to catalytic hydrogenation at ordinary temperature under normal pressure for one hour. The reaction mixture was filtered through Celite, and the filtrate was concentrated to give a crude product. This crude product was purified by silica gel column chromatography to give 0.20 g of the title compound as an oil.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated
  3. customto give a crude product
  4. customThis crude product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-4f1aa4bb2bc4484282e12fe2d74cf004
Source dataset
uspto-grants-2002_03
Patent number
US06358995B1

Reaction notes

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